Art of making derivatives of dinitro-methylnitramino-phenyl-arsinic acids.



. berg, Germany,

LORENZ ACE, OF MANNI-IEIM, AND

MANNHEIM-WALDHOF, GERMANY.

PATENT OFFICE.

ASSIGNORS TO cfr. BOEHRINGER &; SOEHNE,

ear or MAKING nnmva'rrvns or DINITRO-METHYLNITRAMINQ-PHENYL-ARSINIG orns.

No Drawing.

To all whom it may concern:

Be it known that we, LORENZ A011 and ALBERT ROTIIMANN, citizens of the German Empire. residing at Mannheim and Heidelrespectively, have invented certain new and .useful Improvements in the Art of Making Derivatives of Dinitro- Methylnitramino-Phenyl-Arsinic Acids; and we do hereby declare the following tobe a full, clear, and exact description of the invention, such as will enable other skilled in the art to which it'appertains to make and use the-same. Y Y

This invention relates to the art of preparing derivatives from dinitro-methyln1tramino-phenyl-arsinic acids, and in particular the para-acid, the object being v to obtain a compound having valuable" pharmacal and therapeutic properties.

In the course of our researches and tests made with dinitro-methylnit-ramino-phenyl p-a'rsinic acid or, otherwise expressed, 3.5-

- dinitro-at-methylnitramino-benzene-1- arsinic acid, a productdiscovered by us and fully described incur United States, No.

Letters Patent of the 1075279, dated Oct. 7, 1913,.which is obtained by reacting with a nitrating mixture on .dimethyl-anilimarsenic oxid in scribed in our said Patent No; 1075279.

found that the same may be reduced to a] dimethyl-amino tetraml'no arseno benzene by the action of reducing agents such as tin and hydrochloric acid. This new compound has a structure represented in the following formula:

one on,

n rlH 'To fully disclose our invention by What we consider a method embodying the same in its preferrcd form We will give the following example: 7.4: parts by weightof dllllilO- methylnitramino-phenyl-p-arsinic ac d are suspended in 300 parts by Weight of concen- Specification of Letters Patent. Application filed March 26, 1912. Serial No. 686,342.

down by the addition the manner as fully and clearly de-' Patented Dec. 9, 1913.

isthen strongly cooled, whereby a double tin salt of the formula is thrown out. by decantation or siphoning or otherwise, then dissolved in water and sodium hydrate solution is added'in such excess that-the tin oxids'fo'rmed remain in solution. The new compound, -which is a base, is thereby formed, separating in yellowish-green flakes and is isolated by filtering, is then thoroughlywashed with water and thereupon dissolved in dilute hydrochloric acid to form a chlorid of the base, which is then thrown of an equal volume of concentrated hydrochloric acid (spec. grav. 1-.-19-).- This chlorid is then separated by filtering and then washed, in succession, with alcohol and ether.

be free base, dim'ethyl-amino-tetraminO- arseno-benzene, melts at about 95, centi-' grade, with decomposition. It is insoluble in water, soluble with Idiflicult-y in alcohol, and readily soluble in acetone and acetic acid. It is light-yellowish-green in color, and soon darkens when exposed to the air. Its chlorid is obtained in the form of a yellowish-green ble iii-water.

From an analysis of the base 'it was This tin salt is thenseparated powder which isreadilysolu I found that its composition is expressed in the empiric. formula C H N As and its structure in the formula aboveglven.

What we claim and desire to secure by Letters Patent is:

' 1. The process of preparing adcriva-tive of dinitro-mcthylnitramino phenyl arsinic acid which consists in treatinga' dinitro methylnitramino-phenyl-arsi11ic acid. with reducing agents.

2. The process of preparing a derivative of dinitro-niethylnitramiiio phenyl arsinic acid which consists in reducing a dinitro methylnitramino-phenyl-arsinic acid with tin and hydrochloric acid.

3. the process which consists in adding concentrated hydrochloric acid- *toTdinitro- 4. The process which "consists;in-adding methylnitramino-phenylarsinic acid and concentrated hydrochloric acid to -dinitro methylnitramino-phenyl-arsinic acid and then adding tin thereto, cooling and separating the resultant tin salt, dissolving the said tin salt in Water and adding sodium hydrate solution in excess.

5 5. As a new chemical compound, (limethylamino-tetramino-arseno-benzene, having the formula:

15 having a yellowish-green color which dark LORENZ ACH. v ALBERT ROTI-IMANN.

W'itnesses:

S. SHANE,

50s., HEIFFE a. 

